New cytotoxic polyacetylene alcohols from the Egyptian marine sponge Siphonochalina siphonella
Three new polyacetylenic alcohols, siphonellanols A–C ( 1 – 3 ), together with two known polyacetylenic alcohols ( 4 – 5 ), were isolated from the CHCl 3 -soluble fraction of the methanolic extract of the marine sponge Siphonochalina siphonella , collected in Egypt. The structures of 1 – 3 were dete...
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| Veröffentlicht in: | Journal of natural medicines 2020-03, Vol.74 (2), p.409-414 |
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| container_title | Journal of natural medicines |
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| creator | Ki, Dae-Won El-Desoky, Ahmed H. Wong, Chin Piow Abdel-Ghani, Mohamed El-Beih, Ahmed A. Mizuguchi, Mineyuki Morita, Hiroyuki |
| description | Three new polyacetylenic alcohols, siphonellanols A–C (
1
–
3
), together with two known polyacetylenic alcohols (
4
–
5
), were isolated from the CHCl
3
-soluble fraction of the methanolic extract of the marine sponge
Siphonochalina siphonella
, collected in Egypt. The structures of
1
–
3
were determined by spectroscopic analyses of their 1D-, 2D-NMR, and MS spectra and by comparisons with reported data. The cytotoxicity assay revealed that
1
–
3
exhibited moderate cytotoxic activities against a human cervical cancer cell line (HeLa), a human breast cancer cell line (MCF-7), and a human lung cancer cell line (A549) with IC
50
values ranging from 25.9 to 69.2 μM. |
| doi_str_mv | 10.1007/s11418-019-01377-6 |
| format | Article |
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1
–
3
), together with two known polyacetylenic alcohols (
4
–
5
), were isolated from the CHCl
3
-soluble fraction of the methanolic extract of the marine sponge
Siphonochalina siphonella
, collected in Egypt. The structures of
1
–
3
were determined by spectroscopic analyses of their 1D-, 2D-NMR, and MS spectra and by comparisons with reported data. The cytotoxicity assay revealed that
1
–
3
exhibited moderate cytotoxic activities against a human cervical cancer cell line (HeLa), a human breast cancer cell line (MCF-7), and a human lung cancer cell line (A549) with IC
50
values ranging from 25.9 to 69.2 μM.</description><identifier>ISSN: 1340-3443</identifier><identifier>EISSN: 1861-0293</identifier><identifier>DOI: 10.1007/s11418-019-01377-6</identifier><identifier>PMID: 31834571</identifier><language>eng</language><publisher>Singapore: Springer Singapore</publisher><subject>Alcohol ; Alcohols ; Alcohols - chemistry ; Animals ; Biomedical and Life Sciences ; Biomedicine ; Breast cancer ; Cancer ; Cervical cancer ; Cervix ; Complementary & Alternative Medicine ; Cytotoxicity ; Egypt ; Humans ; Lung cancer ; Medicinal Chemistry ; Molecular Structure ; NMR ; Nuclear magnetic resonance ; Organic chemicals ; Original Paper ; Pharmacology/Toxicology ; Pharmacy ; Plant Sciences ; Polyacetylene ; Polyacetylene Polymer - chemistry ; Porifera - chemistry ; Siphonochalina</subject><ispartof>Journal of natural medicines, 2020-03, Vol.74 (2), p.409-414</ispartof><rights>The Japanese Society of Pharmacognosy 2019</rights><rights>2019© The Japanese Society of Pharmacognosy 2019</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c492t-58871edff408244350d5a89a3f6b6b7177abba45e03b11c99771ed243d101d3d3</citedby><cites>FETCH-LOGICAL-c492t-58871edff408244350d5a89a3f6b6b7177abba45e03b11c99771ed243d101d3d3</cites><orcidid>0000-0001-9963-0587</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1007/s11418-019-01377-6$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1007/s11418-019-01377-6$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,776,780,27901,27902,41464,42533,51294</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/31834571$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Ki, Dae-Won</creatorcontrib><creatorcontrib>El-Desoky, Ahmed H.</creatorcontrib><creatorcontrib>Wong, Chin Piow</creatorcontrib><creatorcontrib>Abdel-Ghani, Mohamed</creatorcontrib><creatorcontrib>El-Beih, Ahmed A.</creatorcontrib><creatorcontrib>Mizuguchi, Mineyuki</creatorcontrib><creatorcontrib>Morita, Hiroyuki</creatorcontrib><title>New cytotoxic polyacetylene alcohols from the Egyptian marine sponge Siphonochalina siphonella</title><title>Journal of natural medicines</title><addtitle>J Nat Med</addtitle><addtitle>J Nat Med</addtitle><description>Three new polyacetylenic alcohols, siphonellanols A–C (
1
–
3
), together with two known polyacetylenic alcohols (
4
–
5
), were isolated from the CHCl
3
-soluble fraction of the methanolic extract of the marine sponge
Siphonochalina siphonella
, collected in Egypt. The structures of
1
–
3
were determined by spectroscopic analyses of their 1D-, 2D-NMR, and MS spectra and by comparisons with reported data. The cytotoxicity assay revealed that
1
–
3
exhibited moderate cytotoxic activities against a human cervical cancer cell line (HeLa), a human breast cancer cell line (MCF-7), and a human lung cancer cell line (A549) with IC
50
values ranging from 25.9 to 69.2 μM.</description><subject>Alcohol</subject><subject>Alcohols</subject><subject>Alcohols - chemistry</subject><subject>Animals</subject><subject>Biomedical and Life Sciences</subject><subject>Biomedicine</subject><subject>Breast cancer</subject><subject>Cancer</subject><subject>Cervical cancer</subject><subject>Cervix</subject><subject>Complementary & Alternative Medicine</subject><subject>Cytotoxicity</subject><subject>Egypt</subject><subject>Humans</subject><subject>Lung cancer</subject><subject>Medicinal Chemistry</subject><subject>Molecular Structure</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Organic chemicals</subject><subject>Original Paper</subject><subject>Pharmacology/Toxicology</subject><subject>Pharmacy</subject><subject>Plant Sciences</subject><subject>Polyacetylene</subject><subject>Polyacetylene Polymer - chemistry</subject><subject>Porifera - chemistry</subject><subject>Siphonochalina</subject><issn>1340-3443</issn><issn>1861-0293</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kDtPwzAUhS0EoqXwBxiQJRaWgG-uEycjqspDQjAAK5bjOG2qNA5xIsi_x30AEgODZVv-zvG5h5BTYJfAmLhyABySgEHqFwoRxHtkDEkMAQtT3Pdn5CxAznFEjpxbMsZDRDgkI4QEeSRgTN4ezQfVQ2c7-1lq2thqUNp0Q2VqQ1Wl7cJWjhatXdFuYehsPjRdqWq6Um3pCdfYem7oc9ksbG31QlVlrajbXE1VqWNyUKjKmZPdPiGvN7OX6V3w8HR7P71-CDRPwy6IkkSAyYuCsyT0eSOWRypJFRZxFmcChFBZpnhkGGYAOk3FGg855sAgxxwn5GLr27T2vTeuk6vS6XWC2tjeST937FVxBB49_4Mubd_WPp2n4gg5AkaeCreUbq1zrSlk05Z-6EECk-v25bZ96duXm_Zl7EVnO-s-W5n8R_JdtwdwCzj_5Itrf__-x_YLTaSQEQ</recordid><startdate>20200301</startdate><enddate>20200301</enddate><creator>Ki, Dae-Won</creator><creator>El-Desoky, Ahmed H.</creator><creator>Wong, Chin Piow</creator><creator>Abdel-Ghani, Mohamed</creator><creator>El-Beih, Ahmed A.</creator><creator>Mizuguchi, Mineyuki</creator><creator>Morita, Hiroyuki</creator><general>Springer Singapore</general><general>Springer Nature B.V</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>K9.</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0001-9963-0587</orcidid></search><sort><creationdate>20200301</creationdate><title>New cytotoxic polyacetylene alcohols from the Egyptian marine sponge Siphonochalina siphonella</title><author>Ki, Dae-Won ; El-Desoky, Ahmed H. ; Wong, Chin Piow ; Abdel-Ghani, Mohamed ; El-Beih, Ahmed A. ; Mizuguchi, Mineyuki ; Morita, Hiroyuki</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c492t-58871edff408244350d5a89a3f6b6b7177abba45e03b11c99771ed243d101d3d3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Alcohol</topic><topic>Alcohols</topic><topic>Alcohols - chemistry</topic><topic>Animals</topic><topic>Biomedical and Life Sciences</topic><topic>Biomedicine</topic><topic>Breast cancer</topic><topic>Cancer</topic><topic>Cervical cancer</topic><topic>Cervix</topic><topic>Complementary & Alternative Medicine</topic><topic>Cytotoxicity</topic><topic>Egypt</topic><topic>Humans</topic><topic>Lung cancer</topic><topic>Medicinal Chemistry</topic><topic>Molecular Structure</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Organic chemicals</topic><topic>Original Paper</topic><topic>Pharmacology/Toxicology</topic><topic>Pharmacy</topic><topic>Plant Sciences</topic><topic>Polyacetylene</topic><topic>Polyacetylene Polymer - chemistry</topic><topic>Porifera - chemistry</topic><topic>Siphonochalina</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Ki, Dae-Won</creatorcontrib><creatorcontrib>El-Desoky, Ahmed H.</creatorcontrib><creatorcontrib>Wong, Chin Piow</creatorcontrib><creatorcontrib>Abdel-Ghani, Mohamed</creatorcontrib><creatorcontrib>El-Beih, Ahmed A.</creatorcontrib><creatorcontrib>Mizuguchi, Mineyuki</creatorcontrib><creatorcontrib>Morita, Hiroyuki</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of natural medicines</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Ki, Dae-Won</au><au>El-Desoky, Ahmed H.</au><au>Wong, Chin Piow</au><au>Abdel-Ghani, Mohamed</au><au>El-Beih, Ahmed A.</au><au>Mizuguchi, Mineyuki</au><au>Morita, Hiroyuki</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>New cytotoxic polyacetylene alcohols from the Egyptian marine sponge Siphonochalina siphonella</atitle><jtitle>Journal of natural medicines</jtitle><stitle>J Nat Med</stitle><addtitle>J Nat Med</addtitle><date>2020-03-01</date><risdate>2020</risdate><volume>74</volume><issue>2</issue><spage>409</spage><epage>414</epage><pages>409-414</pages><issn>1340-3443</issn><eissn>1861-0293</eissn><abstract>Three new polyacetylenic alcohols, siphonellanols A–C (
1
–
3
), together with two known polyacetylenic alcohols (
4
–
5
), were isolated from the CHCl
3
-soluble fraction of the methanolic extract of the marine sponge
Siphonochalina siphonella
, collected in Egypt. The structures of
1
–
3
were determined by spectroscopic analyses of their 1D-, 2D-NMR, and MS spectra and by comparisons with reported data. The cytotoxicity assay revealed that
1
–
3
exhibited moderate cytotoxic activities against a human cervical cancer cell line (HeLa), a human breast cancer cell line (MCF-7), and a human lung cancer cell line (A549) with IC
50
values ranging from 25.9 to 69.2 μM.</abstract><cop>Singapore</cop><pub>Springer Singapore</pub><pmid>31834571</pmid><doi>10.1007/s11418-019-01377-6</doi><tpages>6</tpages><orcidid>https://orcid.org/0000-0001-9963-0587</orcidid></addata></record> |
| fulltext | fulltext |
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| ispartof | Journal of natural medicines, 2020-03, Vol.74 (2), p.409-414 |
| issn | 1340-3443 1861-0293 |
| language | eng |
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| source | MEDLINE; SpringerLink Journals |
| subjects | Alcohol Alcohols Alcohols - chemistry Animals Biomedical and Life Sciences Biomedicine Breast cancer Cancer Cervical cancer Cervix Complementary & Alternative Medicine Cytotoxicity Egypt Humans Lung cancer Medicinal Chemistry Molecular Structure NMR Nuclear magnetic resonance Organic chemicals Original Paper Pharmacology/Toxicology Pharmacy Plant Sciences Polyacetylene Polyacetylene Polymer - chemistry Porifera - chemistry Siphonochalina |
| title | New cytotoxic polyacetylene alcohols from the Egyptian marine sponge Siphonochalina siphonella |
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